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Lecturer(s)
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Janovský Petr, Ing. Ph.D.
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Rouchal Michal, doc. Ing. Ph.D.
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Vícha Robert, doc. Mgr. Ph.D.
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Barbuščáková Zuzana, Mgr.
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Kimmel Roman, Ing. Ph.D.
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Kovář Michal, Ing.
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Kafka Stanislav, doc. Ing. CSc.
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Prucková Zdeňka, Ing. Ph.D.
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Course content
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1. Covalent bond, polarity, polarizability, affecting electron density (resonance and induction effect). Constitution, configuration and conformation. Basic stereochemistry, stereogennic centre and related chirality, double bond stereoisomerism adnd orientation of substituents on ring structures. 2. Alkanes - occurence, properties, reactivity (stability of radicals, mechanism of radical substitution, halogenation, nitration, sulfochlorination). 3. Alkenes and alkynes - occurence, properties, reactivity (radical substitution and addition, electrophilic addition, regioselectivity and stereoselectivity, oxidative cleavage of alke(y)nes). 4. Arenes - occurence, properties, reactivity (electrophilic aromatic substitution, activating/deactivating and directing effects of substituents, nucleophilic aromatic substitution). 5. Haloalkanes - occurence, properties, reactivity (SN1, SN2, E1, E2, mechanisms and stereochemical consequences). 6. Alcohols, phenols ans sulfur analogues - occurence, properties, reactivity (nucleophilic substitution, elimination, oxidation, electrophilic attack on O/S-atom). 7. - 8. Amines - occurence, properties, reactivity ( acid-base properties, nucleophilicity, reduction of the amines at different pH, N-oxides, reaction of amines with nitrous acid, reactivity of diazonium salts). 9. - 10. Carbonyl compounds I (aldehydes and ketones) - occurence, properties, reactivity (acidity of alpha-hydrogen atoms, nucleophilic addition on carbon atom of C=O, hemiacetasls, acetals, addition of N-nucleophiles, addition of Grignard reagents, Wittig reaction, Beckmann rearrangement, Canizzaro reaction, redox reactions, enolizations, substitution of the alpha-hydrogen atoms, aldolization, aldol condenzations). 11. Carbonyl compounds II (carboxylic acids) - occurence, properties, reactivity ( proteolytic equilibria, neutralization of acids, salts, relationship between substitution and strenght of the acid, nucleophilic attack on carbonyl group, reduction of the acids). 12. - 13. Carbonyl compounds III (functional derivatives of carboxylic acids) - occurence, properties, reactivity (acylhalides, anhydrides, esters, amides, Claisen and Dieckmann condensation, C2-alkylation of malonic acid, Knoevenagel condensation). 14. Carbonyl compounds IV (substituted carboxylic acids) - occurence, properties, reactivity (halogenoacids, hydroxyacids, loactones, aminoacids, lactames, synthesis of peptides).
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Learning activities and teaching methods
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Monologic (Exposition, lecture, briefing), Practice exercises
- Participation in classes
- 56 hours per semester
- Preparation for course credit
- 24 hours per semester
- Preparation for examination
- 40 hours per semester
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| learning outcomes |
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| Knowledge |
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| overview of basic groups of organic compounds |
| overview of basic groups of organic compounds |
| overview of the basic principles of reactivity of organic compounds |
| overview of the basic principles of reactivity of organic compounds |
| basic information about the spatial arrangement of molecules of organic compounds |
| basic information about the spatial arrangement of molecules of organic compounds |
| basic overview of the mutual relationships and transformations of organic compounds |
| basic overview of the mutual relationships and transformations of organic compounds |
| basic overview of basicity and acidity of individual groups of organic compounds |
| basic overview of basicity and acidity of individual groups of organic compounds |
| Skills |
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| identify functional groups, determine their priority, and create a systematic name based on the formula (and vice versa) |
| identify functional groups, determine their priority, and create a systematic name based on the formula (and vice versa) |
| find reactivity centers in the structure of a substance, assess which type of reaction will be most likely and design the structure of products with suitable reaction partners |
| find reactivity centers in the structure of a substance, assess which type of reaction will be most likely and design the structure of products with suitable reaction partners |
| assign the stereodescriptor R/S to the stereogenic center, assess at a basic level the steric demands of substituents and their influence on reactivity |
| assign the stereodescriptor R/S to the stereogenic center, assess at a basic level the steric demands of substituents and their influence on reactivity |
| at a basic level, propose a procedure for preparing the given substance, both from the point of view of building the carbon skeleton and from the point of view of transforming functional groups |
| at a basic level, propose a procedure for preparing the given substance, both from the point of view of building the carbon skeleton and from the point of view of transforming functional groups |
| assess the effects of substituents and structure on the acidity and basicity of substances, define trends in a group of related compounds |
| assess the effects of substituents and structure on the acidity and basicity of substances, define trends in a group of related compounds |
| teaching methods |
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| Knowledge |
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| Monologic (Exposition, lecture, briefing) |
| Monologic (Exposition, lecture, briefing) |
| Methods for working with texts (Textbook, book) |
| Methods for working with texts (Textbook, book) |
| Skills |
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| Practice exercises |
| Practice exercises |
| Dialogic (Discussion, conversation, brainstorming) |
| Dialogic (Discussion, conversation, brainstorming) |
| assessment methods |
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| Knowledge |
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| Didactic test |
| Didactic test |
| Composite examination (Written part + oral part) |
| Composite examination (Written part + oral part) |
| Grade (Using a grade system) |
| Grade (Using a grade system) |
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Recommended literature
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Organic Chemistry Portal.
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Web podpora učebnice McMurry.
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Cram, D.J., Hammond, G.S. Organická chemie. Praha : Academia, 1969.
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Červinka, O., Dědek, V., Ferles, M. Organická chemie. Praha : Informatorium, 1991. ISBN 80-85427-03-6.
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Fikr, J. Názvosloví organické chemie. Olomouc : Rubico, 2002. ISBN 80-85839-71-7.
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Hrnčiar, P. Organická chémia. Bratislava : SPN, 1977.
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KAFKA, S. Příklady a úlohy z obecné, anorganické a organické chemie. Zlín: UTB Zlín, 2006. ISBN 80-7318-071-5.
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Klásek, Antonín. Organická chemie : bakalářský směr. Vyd. 1. 2006. ISBN 80-7318-483-4.
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Kováč, J., Kováč, Š. Organická chémia. Bratislava : Alfa, 1977.
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McMurry, J. Organická chemie. Brno: VUTIUM, 2007.
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McMurry, J. Organická chemie. Praha, 2015. ISBN 978-80-7080-930-3.
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Panico, R., Powel, W. H., Richter, J.-C. Průvodce názvoslovím organických sloučenin podle IUPAC -doporučení 1993. Praha : Academia, 2000. ISBN 80-200-0724-5.
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